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$96+ Cheap flights from Jacksonville (JAX) to Caribbean

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — SJU
nov. 22 — nov. 291
sáb. 11/22
sáb. 11/29
1 adult, Economy
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Cheap flight deals from Jacksonville to Caribbean

Keep the following information in mind while searching for Jacksonville to Caribbean flight deals. Data was last updated octubre 23, 2025.

Round-trip from

$217
(Priceline)

One-way from

$96
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$376

Good round-trip deal

$286 or less

Good one-way deal

$120 or less
From Jacksonville to Caribbean
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One-way flight from Jacksonville to Caribbean
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Highest demand for flights based on searches. 9% potential increase in price ($30 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Price to beat on a round-trip flight from Jacksonville to Caribbean.
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Price to beat on a one-way flight from Jacksonville to Caribbean.
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Find flight deals from Jacksonville to Caribbean

Cheapest flights from Jacksonville to Caribbean
Explore the most affordable flight options available from Jacksonville to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 23, 2025.

This Priceline deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
jue. 12/412:00 pmSJU - JAX
Nonstop3h 36mFrontier
Deal found 10/23$217
This Kiwi.com deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 11/238:25 pmJAX - SJU
Nonstop3h 03mFrontier
vie. 11/284:35 pmSJU - JAX
Nonstop3h 31mFrontier
Deal found 10/22$228
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 12/43:34 pmJAX - SJU
Nonstop3h 01mFrontier
jue. 12/1112:00 pmSJU - JAX
Nonstop3h 36mFrontier
Deal found 10/23$236
This Priceline deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/59:34 amJAX - SJU
Nonstop3h 02mFrontier
vie. 12/126:00 amSJU - JAX
Nonstop3h 35mFrontier
Deal found 10/21$239
This Kiwi.com deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/129:34 amJAX - SJU
Nonstop3h 02mFrontier
jue. 12/255:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 10/21$242
This Kiwi.com deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 12/148:16 pmJAX - SJU
Nonstop2h 57mFrontier
mar. 12/235:23 pmSJU - JAX
Nonstop3h 42mFrontier
Deal found 10/23$249
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/85:05 amJAX - SJU
1 stop8h 09mDelta
mié. 12/176:38 pmSJU - JAX
1 stop6h 27mDelta
Deal found 10/23$251
This Flightnetwork deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
vie. 11/284:35 pmSJU - JAX
Nonstop3h 31mFrontier
Deal found 10/21$252
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 12/87:41 pmJAX - SJU
1 stop13h 28mAmerican Airlines
sáb. 12/133:12 pmSJU - JAX
1 stop9h 45mAmerican Airlines
Deal found 10/23$254
This CheapOair deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/247:51 pmJAX - SJU
Nonstop3h 03mFrontier
lun. 12/14:35 pmSJU - JAX
Nonstop3h 31mFrontier
Deal found 10/21$265
This American Airlines deal was found by Cheapflights users on 10/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/56:00 amJAX - MHH
1 stop5h 26mAmerican Airlines
vie. 12/1212:06 pmMHH - JAX
1 stop7h 04mAmerican Airlines
Deal found 10/21$312
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 11/36:00 amJAX - MHH
1 stop10h 04mAmerican Airlines
vie. 11/72:23 pmMHH - JAX
1 stop9h 42mAmerican Airlines
Deal found 10/22$344

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 23, 2025.
Use the filters below to find and compare flights from Jacksonville to Caribbean that are best for you.

Fly from

Jacksonville

Fly to

Caribbean

Route

Depart

Return

Price

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 12/8

5:05 am-2:14 pm

1 stop8h 09m

San Juan Luis Munoz Marin Intl

mié. 12/17

6:38 pm-12:05 am

1 stop6h 27m

$251

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 12/8

5:05 am-2:14 pm

1 stop8h 09m

San Juan Luis Munoz Marin Intl

sáb. 12/13

6:38 pm-12:11 am

1 stop6h 33m

$251

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

mar. 1/13

11:50 am-11:10 pm

1 stop10h 20m

San Juan Luis Munoz Marin Intl

jue. 1/15

8:00 am-5:50 pm

2 stops10h 50m

$273

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

mar. 2/24

10:12 am-9:35 pm

1 stop10h 23m

San Juan Luis Munoz Marin Intl

vie. 2/27

1:59 am-9:27 am

1 stop8h 28m

$274

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

sáb. 12/20

6:12 am-2:58 pm

1 stop7h 46m

San Juan Luis Munoz Marin Intl

vie. 1/2

1:59 am-10:24 am

1 stop9h 25m

$274

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 1/19

1:35 pm-12:05 am

1 stop9h 30m

San Juan Luis Munoz Marin Intl

sáb. 1/24

8:40 am-7:30 pm

2 stops11h 50m

$299

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

dom. 2/22

6:30 am-5:12 pm

1 stop9h 42m

San Juan Luis Munoz Marin Intl

vie. 2/27

6:17 pm-12:01 am

1 stop6h 44m

$301

JacksonvilleMarsh Harbour

JAX - MHH

JAXMHH

Jacksonville

vie. 12/5

6:00 am-11:26 am

1 stop5h 26m

Marsh Harbour

vie. 12/12

12:06 pm-7:10 pm

1 stop7h 04m

$312

JacksonvilleMarsh Harbour

JAX - MHH

JAXMHH

Jacksonville

sáb. 12/6

6:18 pm-11:26 am

2 stops17h 08m

Marsh Harbour

sáb. 12/13

4:35 pm-11:57 pm

1 stop7h 22m

$317

JacksonvilleSan Juan

JAX - SJU

JAXSJU

Jacksonville

lun. 12/8

1:10 pm-10:22 pm

1 stop8h 12m

San Juan Luis Munoz Marin Intl

vie. 12/12

2:05 am-9:19 am

1 stop8h 14m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/21

Showing 1-10 of 60 results
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Best time to book a flight from Jacksonville to Caribbean

Have a flexible travel schedule? Discover the best time to fly to Caribbean from Jacksonville with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Jacksonville to Caribbean

What is the cheapest month to book a flight from Jacksonville to Caribbean?

Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from JAX to CB?

Find hourly flight availability from Jacksonville to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 23, 2025.

When flying from Jacksonville to Caribbean, the time of day you fly usually plays a role in the price. Save by searching for a flight at noon, which can drop the price by up to 44% versus a flight in the afternoon.

What is the cheapest day to fly from Jacksonville to Caribbean?

Use this chart to determine the cheapest time to fly round-trip from Jacksonville to Caribbean. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Jacksonville to Caribbean flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Friday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing Caribbean

Get insights into the airlines that provide service to Caribbean. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Caribbean. Reviews last updated octubre 23, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and American Airlines from Jacksonville to Caribbean by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,237 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,981 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,028 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,908 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Frontier
5.8
Fair
3,128 reviews
Southwest
8.0
Very good
4,237 reviews

Comfort

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Jacksonville to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Jacksonville to Caribbean?

    Jacksonville (JAX) is the airport you will fly out of if you book a flight from Jacksonville to Caribbean. It is only a 11.2 mi journey to Jacksonville (JAX) from Jacksonville’s city center.

  • How long is the flight from Jacksonville to Caribbean?

    A quick flight from Jacksonville to Caribbean can take about 8h 09m. Delta provides one of the quickest options available for as low as $251. The distance from Jacksonville to Caribbean is about 1287 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Jacksonville to Caribbean one-way?

    The cheapest airlines for a one-way flight from Jacksonville to Caribbean are Frontier ($117), Delta ($137), and American Airlines ($137).

  • What are the most popular routes from Jacksonville to Caribbean?

    When deciding which route to take from Jacksonville to Caribbean consider Jacksonville - San Juan Luis Munoz Marin Intl, Jacksonville - Montego Bay Sangster Intl or Jacksonville - Punta Cana as they are the most popular.

  • What are the cheapest flights from Jacksonville to Caribbean?

    While on average a flight from Jacksonville to Caribbean is generally $255, our data shows the cheapest flight currently is $92. When looking at the most popular route, (Jacksonville - San Juan Luis Munoz Marin Intl), you can expect to pay $235 for that flight.

  • Can I find deals for flights from Jacksonville to Caribbean that include hotel bookings?

    Yes. In addition to deals on Jacksonville to Caribbean flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Jacksonville to Caribbean?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Jacksonville to Caribbean.

  • Can I find deals for business class flights from Jacksonville to Caribbean?

    Yes. Cheapflights offers flight deals from Jacksonville to Caribbean by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Jacksonville to Caribbean?

    Currently, March is the cheapest month in which you can book a flight from Jacksonville to Caribbean (average of $78). Flying from Jacksonville to Caribbean in October is currently the most expensive (average of $258). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Jacksonville to Caribbean

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Jacksonville to Caribbean

Discover the top 5 airlines that operate flights from Jacksonville to Caribbean. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated octubre 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$114Average$317FlexibilityNo cancel feeOn-time62%
DeltaCheapest$132Average$515FlexibilityNo cancel feeOn-timeN/A
JetBlueCheapest$169Average$315FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$233Average$556FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$273Average$371FlexibilityNo cancel feeOn-time63%

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